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Ceric ammonium nitrate → N-[3-(5.6-Dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-(4-pyridyl)benzoyl]piperidine

HRID 1245230
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반응식

HRID 1245230 반응식
C[O:2][C:3]1[C:4]([CH3:36])=[C:5]([C:27]([O:34]C)=[C:28]([O:32][CH3:33])[C:29]=1[O:30][CH3:31])[CH2:6][C:7]1[C:8]([C:21]2[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=2)=[C:9]([CH:18]=[CH:19][CH:20]=1)[C:10]([N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11].O=[N+]([O-])[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[Ce+4].[NH4+].[NH4+].C(=O)([O-])O.[Na+]>C(#N)C.O>[CH3:31][O:30][C:29]1[C:3](=[O:2])[C:4]([CH3:36])=[C:5]([CH2:6][C:7]2[C:8]([C:21]3[CH:22]=[CH:23][N:24]=[CH:25][CH:26]=3)=[C:9]([CH:18]=[CH:19][CH:20]=2)[C:10]([N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[O:11])[C:27](=[O:34])[C:28]=1[O:32][CH3:33]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 180504Ceric ammonium nitrateHCID 516892Sodium BicarbonateHCID 21919137N-[3-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-(4-pyridyl)benzoyl]piperidine

생성물 1

HCID 21919165N-[3-(5.6-Dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-(4-pyridyl)benzoyl]piperidine수율 46%

시약·촉매·용매 2

HCID 962
Water
용매
2회
HCID 6342Acetonitrile용매

실험 절차

N-[3-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-(4-pyridyl)benzoyl]piperidine (74 mg, 0.1510 mmol) was dissolved in a mixed solvent of acetonitrile (9 ml) and water (3 ml), then CAN (206 mg, 0.3759 mmol) was added thereto at room temperature and the mixture was stirred for 1 hour. The reaction solution was poured into water, neutralized with a saturated aqueous solution of sodium hydrogen carbonate and extracted with ethyl acetate. The extract was washed with water and dried and the solvent was evaporated therefrom. The residue was purified by preparative thin layer silica gel (hexane:ethyl acetate=1:5) to give the title compound (32 mg, 0.0695 mmol, 46%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. customdried
  4. customthe solvent was evaporated
  5. customThe residue was purified by preparative thin layer silica gel (hexane:ethyl acetate=1:5)

출처 및 근거

ORD 기록
ord-3a977edc3b374ee294f8d238aec4b9ad
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07122543B2

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